Currently the star of the hit HBO show Succession, the 36-year-old didn’t leap to fame as a child, like his brother Macaulay. And with their brother Rory’s star on the rise, the Culkins’ story is more than a Hollywood-family saga of fame, disaster, and loss.

After a string of breakout roles in the late 1970s and early 80s, Eric Roberts seemed poised to become a bankable Hollywood leading man. That didn’t quite work out. Roberts discusses his battles with drug addiction, repairing his relationship with his kid sister, Julia Roberts, his long comeback, and what it’s like to work on 74 films in a single year.

When John Singleton first approached Ice Cube to be in a movie, the rapper didn’t take him seriously. But soon the novice actor, along with Cuba Gooding Jr., Laurence Fishburne, and Angela Bassett, realized Singleton’s script about South-Central Los Angeles was unlike anything that had come before it. A quarter century later, the cast and crew talk about making the revolutionary film.

They were both stylish, beautiful, and sometimes drawn to the same men. In a revealing interview with Sam Kashner, Radziwill looks back at their deeply intertwined lives and how they dealt with fame and tragedy.